Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. CONDOMINIUM
    Menehune Shores, #422

    Menehune Shores, #422

    Kihei, HI

    Menehune Shores is a beautiful six story oceanfront property located in North Kihei and offers unobstructed views of the clear blue Pacific. The property features an immaculately kept lawn area, a shuffleboard court, an on-site restaurant (Monsoon...

    Pool

    $223 to $336/night

  2. CONDOMINIUM
    Wailea Elua Unit #0908

    Wailea Elua Unit #0908

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $724 to $1,065/night

  3. CONDOMINIUM
    Wailea Grand Champion, #148

    Wailea Grand Champion, #148

    Wailea, HI

    Wailea Grand Champions Golf Villas is a modern property located between the Wailea Blue Golf Course and the Wailea Tennis Club. This quiet low density development consists of twenty mostly two-story buildings set amongst lush tropical landscaping...

    Pool Hot Tub

    $223 to $549/night

  4. CONDOMINIUM
    Kamaole Sands #9-203

    Kamaole Sands #9-203

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. A 2 minute walk from the beach park and a 2 minute drive to Shops at Wailea, golf courses and dining makes Kamaole Sands a great 'destination'...

    Pool
    FREE CANCELLATION

    $173 to $208/night

  5. CONDOMINIUM
    Waiohuli Beach Hale #C-210

    Waiohuli Beach Hale #C-210

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  6. CONDOMINIUM
    Aina Nalu Condo G109

    Aina Nalu Condo G109

    Lahaina, HI

    We invite you to come and stay in our upgraded condo just two blocks from famous Front Street!  Relax and enjoy Coconut Condos Premier Platinum 2bd/2ba Aina Nalu condo in Lahaina, Maui. 846 sq. ft. for spacious living for up to 6 adults (king bed...

    Pool
    FREE CANCELLATION

    $231 to $618/night

  7. CONDOMINIUM
    Waikiki Grand 600 Condo

    Waikiki Grand 600 Condo

    Honolulu, HI

    Now Featuring ‘Fiber100’ High Speed Internet And Advantage Plus TV With 225+ Located on the cooler and quieter side of the Waikiki Grand Hotel. The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly...

    Pool
    FREE CANCELLATION
  8. VILLA
    Bay Villa 12g5 Ocean View

    Bay Villa 12g5 Ocean View

    Kapalua, HI

    Your own little slice of paradise.. Wake up each morning to breath taking views of the Pacific as you take in the gentle sounds of the sea from your beautiful and spacious master suite with a new king size bed. This lovely villa has air...

    Pool

    $281 to $494/night

  9. VILLA
    Bay Villa 28B2 Gold Ocean Front

    Bay Villa 28B2 Gold Ocean Front

    Lahaina, HI

    E Komo Mai 'Welcome' to Aloha Vacation Villa’s newest WATERFRONT vacation property! Nestled in the luxurious Kapalua area in north Maui, the spacious interior of this 2 bed 3 bath tranquil retreat is the perfect blend of premium comfort and...

    Pool

    $594 to $1,063/night

  10. CONDOMINIUM
    Kaleialoha #315

    Kaleialoha #315

    Lahaina, HI

    Superior third floor corner unit with terra cotta tile floors, Bali teak furniture, Gourmet kitchen. Queen bed, washer/dryer, free WIFI! Recently painted and nicely updated! Near Shopping, Restaurants and all beach activities. Farmer's Market,...

    Pool
    FREE CANCELLATION

    $195 to $325/night

  11. TOWNHOUSE
    1085E Ko Olina Kai Townhome

    1085E Ko Olina Kai Townhome

    Kapolei, HI

    Lovely, developer upgraded unit overlooking the greenbelt close to the tropical pool area. You will feel like you are truly in paradise, when you relax in this tropical home. The home features rich wood cabinets, granite counters, all stainless...

    Pool Hot Tub
  12. VILLA
    Ridge 114 Gold Ocean View

    Ridge 114 Gold Ocean View

    Kapalua, HI

    This enchanting ridge villa, is newly remodeled to include all the high end upgrades you would expect to find in a 5 star resort. It has an attached covered carport for 2 cars, a lovely garden off the master suite and beautiful ocean views. Just a 3...

    Pool

    $294 to $494/night

  13. VILLA
    Bay Villa 12B2 Ocean View

    Bay Villa 12B2 Ocean View

    Lahaina, HI

    Experience magnificent sunrises and sunsets from this enchanting villa. Perfectly positioned on the top floor with floor to ceiling windows streaming natural light over every surface. Two king size master bedrooms with en suites, a third bath with...

    Pool

    $594 to $1,063/night

  14. CONDOMINIUM
    Pacific Shores B102

    Pacific Shores B102

    Kihei, HI

    New Inventory!!! This beautifully decorated 3 bedroom condo is located in the heart of Kihei. This condo features a cozy and elegant living for your home away from home. Master bedroom has a Queen size bed, a queen in the 2nd bedroom and 2 twins in...

    Pool
    FREE CANCELLATION

    $285 to $875/night

  15. CONDOMINIUM
    Kapalua Bay Villa 34B-4

    Kapalua Bay Villa 34B-4

    Lahaina, HI

    The Breathtaking views from this fabulous villa is just one of the reason Kapalua is the premier spot for your Hawaiian holiday. The white sand beaches, championship golf course, award winning restaurants are just a few things to dream of before you...

    Pool
    FREE CANCELLATION

    $374 to $1,063/night

  16. CONDOMINIUM
    Mahana Resort Unit #706

    Mahana Resort Unit #706

    Kaanapali, HI

    Ocean front on the 7th floor on North Kaanapali beach. Nov '12 remodel included new kitchen cabinets, fresh paint, new furniture and flooring. Professionally decorated this 7th floor condo is a must see! Floor to ceiling windows in the living room...

    Pool
    FREE CANCELLATION

    $313 to $669/night

  17. CONDOMINIUM
    Papakea Unit #H103 Condo

    Papakea Unit #H103 Condo

    Lahaina, HI

    Welcome to: "Tranquility Maui Condo" This charming 2 bedroom Papakea condominium is located in "H" building near ponds and gardens. Great views from the beach and off to the neighbor islands of Lanai and Molokai. Tastefully decorated with Hawaiian...

    Pool Hot Tub
    FREE CANCELLATION

    $296 to $580/night

  18. CONDOMINIUM
    Kaanapali Shores #825

    Kaanapali Shores #825

    Lahaina, HI

    Fall 2016 remodel included Brand new kitchen with all new appliances and renovated bathroom, 3 new flat screen TV's, lighting and sofa sleeper (new photos coming soon!). Carpet will be replaced in February 2017. Settle into your Hawaiian vacation in...

    Pool
    FREE CANCELLATION

    $336 to $706/night

  19. CONDOMINIUM
    Paki Maui Unit #421 Condo

    Paki Maui Unit #421 Condo

    Lahaina, HI

    Your Million Dollar Direct Ocean Front Views awaits you! 2 bedroom, 2 baths, sleeps 6. Enjoy breath taking panoramic views from 2 separate Lanais in our epic Oceanfront top floor home. This 1,150 sq ft unit has been fully remodeled & upgraded. All...

    Pool
    FREE CANCELLATION

    $406 to $566/night

  20. CONDOMINIUM
    Maui Kaanapali Villas #B233

    Maui Kaanapali Villas #B233

    Kaanapali, HI

    Remodeled! Garden and resort views at this 1 bedroom-loft style condo in the Banyan Building at the beautiful Ocean front resort of Maui Kaanapali Villas. Our condo is nicely updated and furnished. Watch your favorite DVD on the 42 flat screen TV...

    Pool
    FREE CANCELLATION

    $296 to $447/night

  21. CONDOMINIUM
    Hale Mahina Unit #B103

    Hale Mahina Unit #B103

    Lahaina, HI

    This Ocean front unit sets on a sandy beach in Honokowai, just north of Kaanapali. Enjoy a quiet ground floor setting in this 1 bedroom condo that has been updated with stainless steel appliances and tropical decor. Step out onto your private lanai...

    Pool
    FREE CANCELLATION

    $180 to $478/night

  22. CONDOMINIUM
    Lokelani Unit #C104 Condo

    Lokelani Unit #C104 Condo

    Lahaina, HI

    LOKELANI C-104 was completely remodeled and upgraded October 2015. Features include all new furniture in Hawaiian motif, kitchen with all new appliances, granite counter tops, bathroom with onyx tiled walk in shower with seat, granite counter top...

    Pool
    FREE CANCELLATION

    $191 to $408/night

  23. CONDOMINIUM
    Aina Nalu Unit #A109

    Aina Nalu Unit #A109

    Lahaina, HI

    Spacious Two Bedroom, Garden View Condo in Malia Tower. This end unit is located on the first floor of Aina Nalu, and right in the heart of Lahaina Town. Just a couple minutes walk from Front Street, this pirvate Maui boutique condo vacation rental...

    Pool
    FREE CANCELLATION

    $209 to $433/night

  24. CONDOMINIUM
    Maui Kamaole #G-101

    Maui Kamaole #G-101

    Kihei, HI

    Kamaole Beach Park III is just across the street from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $370/night

  25. CONDOMINIUM
    Papakea L106

    Papakea L106

    Lahaina, HI

    Highly upgraded West Maui Kaanapali Papakea 2 bedroom, 2 full bathrooms, ground floor condo 25 feet from the oceans edge. Watch the whales, sunsets, and the ocean from the kitchen, living room and lanai. Sleep to the sound of the waves. This condo...

    Pool

    $400 to $491/night

  26. CONDOMINIUM
    Maui Kamaole #J-120

    Maui Kamaole #J-120

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool
    FREE CANCELLATION

    $191 to $347/night

  27. CONDOMINIUM
    Paki Maui 415

    Paki Maui 415

    Lahaina, HI

    Come enjoy the Paki Maui Oceanfront Resort! This 1 bedroom, 1 bath, lush garden view condo is the perfect place for couples, small families and adventurers looking to experience and explore the island for all the wondrous places and memories it...

    Pool
    FREE CANCELLATION

    $141 to $538/night

  28. CONDOMINIUM
    Maui Sunset B402

    Maui Sunset B402

    Kihei, HI

    Gorgeously updated 1 bedroom with AC- right on the beach! This unit has 2 full bathrooms, a great kitchen, a lanai with ocean view, and it sleeps 4. Imagine taking a stroll down the beach, drink in hand, and soaking up the warm Hawaiian sun. This is...

    Pool
    FREE CANCELLATION

    $178 to $621/night

  29. CONDOMINIUM
    Maui Kaanapali Villas 109

    Maui Kaanapali Villas 109

    Lahaina, HI

    "This stunning and spacious 2 bedroom, 2 1/2 bath master suite condo (1200 sq ft) provides everything you need for your vacation in paradise. Newly renovated and fully furnished, this condo is a great deal. Equipped with air conditioning, wifi, a...

    Pool
    FREE CANCELLATION

    $438 to $938/night

  30. VILLA
    Ridge 1214 Gold Ocean View

    Ridge 1214 Gold Ocean View

    Kapalua, HI

    This luxurious retreat will spoil you forever. You’ll feel like you’re on top of the world as you take in spectacular views of the Pacific Ocean and the lush green landscape that surrounds you. You’ll feel your last care melt away as the warm...

    Pool

    $494 to $856/night